Month: December 2022

Pal, Manojit published the artcileSynthesis and Cyclooxygenase-2 Inhibiting Property of 1,5-Diarylpyrazoles with Substituted Benzenesulfonamide Moiety as Pharmacophore: Preparation of Sodium Salt for Injectable Formulation, Safety of 4-Fluoro-2-methylbenzenesulfonamide, the publication is Journal of Medicinal Chemistry (2003), 46(19), 3975-3984, database is CAplus and MEDLINE.

A series of 1,5-diarylpyrazoles having a substituted benzenesulfonamide moiety as pharmacophore, e.g. (I; Ar = 2 or 3-fluoro-4-sulfamoylphenyl, 3-methyl-4-sulfamoylphenyl; R = OMe, SMe) and (II; R¹ = 4-methoxyphenyl, 4-methylthiophenyl, 4-fluorophenyl; R²= propanoyl, butyryl) was synthesized and evaluated for cyclooxygenase (COX-1/COX-2) inhibitory activities. Through SAR and mol. modeling, it was found that fluorine substitution on the benzenesulfonamide moiety along with an electron-donating group at the 4-position of the 5-aryl ring yielded selectivity as well as potency for COX-2 inhibition in vitro. Among such compounds 3-fluoro-4-[5-(4-methoxyphenyl)-3-trifluoromethyl-1H-1-pyrazolyl]-1-benzenesulfonamide 3 displayed interesting pharmacokinetic properties along with antiinflammatory activity in vivo. Among the sodium salts tested in vivo, 10, the propionyl analog of 3, showed excellent antiinflammatory activity and therefore represents a new lead structure for the development of injectable COX-2 specific inhibitors.

Journal of Medicinal Chemistry published new progress about 489-17-8. 489-17-8 belongs to amides-buliding-blocks, auxiliary class Fluoride,Sulfamide,Amine,Benzene, name is 4-Fluoro-2-methylbenzenesulfonamide, and the molecular formula is C7H8FNO2S, Safety of 4-Fluoro-2-methylbenzenesulfonamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Stolley, Ryan M. published the artcileNickel-Catalyzed [2+2+2] Cycloaddition of Diynes and Cyanamides, SDS of cas: 2451-91-4, the publication is European Journal of Organic Chemistry (2011), 2011(20-21), 3815-3824, database is CAplus and MEDLINE.

A variety of bicyclic N,N-disubstituted 2-aminopyridines have been prepared from diynes and cyanamides by nickel-catalyzed [2+2+2] cycloaddition reactions. The reactions proceeded at room temperature with low catalyst loading to afford 2-aminopyridines in good to excellent yields. E.g., in presence of Ni(cod)₂ and IMes [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene], [2+2+2] cycloaddition of MeCCCH₂C(CO₂Me)₂CH₂CCMe and N-cyanopyrrolidine gave 98% 2-aminopyridine derivative I. The method is amenable to both internal and terminal diynes and proceeds in a regioselective manner. A number of cyanamides with diverse functional group tolerance were used. The intermol. version employing 3-hexyne and N-cyanopyrrolidine also afforded the desired N,N-disubstituted 2-aminopyridine in good yield.

European Journal of Organic Chemistry published new progress about 2451-91-4. 2451-91-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Benzene, name is N,N-Dibenzylcyanamide, and the molecular formula is C5H7N3S3, SDS of cas: 2451-91-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Budziak-Wieczorek, Iwona published the artcileSynthesis and Characterization of a (-)-Epicatechin and Barbituric Acid Cocrystal: Single-Crystal X-ray Diffraction and Vibrational Spectroscopic Studies, COA of Formula: C6H6N2O, the publication is ACS Omega (2021), 6(12), 8199-8209, database is CAplus and MEDLINE.

The paper presents the contribution of the cocrystn. method in the physicochem. modification of catechins that exhibit low oral bioavailability. This was done to obtain cocrystals for two naturally occurring polyphenolic diastereoisomers (+)-catechin and (-)-epicatechin with commonly used coformers. Due to distinct crystallization behavior, only the (-)-epicatechin cocrystal with barbituric acid in a 1:1 stoichiometry was obtained. The cocrystal of (-)-epicatechin (EC) with barbituric acid (BTA) was prepared by the slow solvent-evaporation technique. The structure and intermol. interactions were determined by X-ray crystallog. techniques. The anal. of packing and interactions in the crystal lattice revealed that mols. in the target cocrystal were packed into tapes, formed by the O-H···O type contacts between the (-)-epicatechin and coformer mols. The EC mols. interact with the carboxyl group in the BTA coformer mainly by -OH groups from the benzene ring A. The cocryst. phase constituents were also investigated in terms of Hirshfeld surfaces. The application of Raman spectroscopy confirmed the involvement of the C=O group in the formation of hydrogen bonds between the (-)-epicatechin and barbituric acid mols. Addnl., the solubility studies of pure EC and the EC-BTA cocrystal exhibited minor enhancement of EC solubility in the buffer solution, and pH measurements confirmed a stable level of solubility for EC and its cocrystal.

ACS Omega published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, COA of Formula: C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Gil-Martinez, Jon published the artcileTherapeutic targeting of fumaryl acetoacetate hydrolase in hereditary tyrosinemia type I, Safety of 3-Amino-4-methyl-N-(4-methyl-2-pyridyl)benzamide, the publication is International Journal of Molecular Sciences (2021), 22(4), 1789, database is CAplus and MEDLINE.

Fumarylacetoacetate hydrolase (FAH) is the fifth enzyme in the tyrosine catabolism pathway. A deficiency in human FAH leads to hereditary tyrosinemia type I (HT1), an autosomal recessive disorder that results in the accumulation of toxic metabolites such as succinylacetone, maleylacetoacetate, and fumarylacetoacetate in the liver and kidney, among other tissues. The disease is severe and, when untreated, it can lead to death. A low tyrosine diet combined with the herbicidal nitisinone constitutes the only available therapy, but this treatment is not devoid of secondary effects and long-term complications. In this study, we targeted FAH for the first-time to discover new chem. modulators that act as pharmacol. chaperones, directly associating with this enzyme. After screening several thousand compounds and subsequent chem. redesign, we found a set of reversible inhibitors that associate with FAH close to the active site and stabilize the (active) dimeric species, as demonstrated by NMR spectroscopy. Importantly, the inhibitors are also able to partially restore the normal phenotype in a newly developed cellular model of HT1.

International Journal of Molecular Sciences published new progress about 1019398-93-6. 1019398-93-6 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Amide, name is 3-Amino-4-methyl-N-(4-methyl-2-pyridyl)benzamide, and the molecular formula is C14H15N3O, Safety of 3-Amino-4-methyl-N-(4-methyl-2-pyridyl)benzamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Oda, Kazuaki published the artcileBenzannulation of heteroaromatics by photoreaction of arenecarbothioamides with 2-methoxyfuran, Quality Control of 64559-06-4, the publication is Journal of the Chemical Society, Chemical Communications (1994), 1477-8, database is CAplus.

Irradiation of arenecarbothioamides R¹C(:CHR)CSNH₂ [RR¹ = CH:CHCR²:CH, OCH:CH, SCH:CH,CH:CHN:CH, CH:NCH:CH; R² = H, Me, OMe] with 2-methoxyfuran in benzene solution gives benzo-fused arene derivatives I in moderate yields. Regioisomers I [RR¹ = CH:CR²CH:CH, CH:CHCH:N] were also obtained.

Journal of the Chemical Society, Chemical Communications published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Quality Control of 64559-06-4.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Watanabe, Masaki published the artcileA turn on and a turn off: BLT1 and BLT2 mechanisms in the lung, Related Products of amides-buliding-blocks, the publication is Expert Review of Respiratory Medicine (2014), 8(4), 381-383, database is CAplus and MEDLINE.

A review. Leukotriene B₄ (LTB₄), a potent lipid mediator of inflammation derived from arachidonic acid through the action of 5-lipoxygenase, has been implicated in the pathophysiol. of several inflammatory diseases, including asthma and chronic obstructive pulmonary disease. A high-affinity LTB₄ receptor BLT1 has been shown to exert proinflammatory roles. A cyclooxygenase metabolite, 12(S)-hydroxyheptadeca-5Z, 8E, 10E-trienoic acid (12-HHT), is an endogenous ligand for BLT2, a low-affinity LTB₄ receptor. The recent study indicated that BLT2 has a protective role in allergic airway inflammation, suggesting different functions between BLT1 and BLT2 in the pathogenesis of asthma. Selective BLT1 antagonists may have a potential therapeutic application in patients with asthma, and BLT2 may represent a novel therapeutic target for lung diseases.

Expert Review of Respiratory Medicine published new progress about 321673-30-7. 321673-30-7 belongs to amides-buliding-blocks, auxiliary class Immunology/Inflammation,Scavenger receptor, name is [(2-Hexylcyclopentylidene)amino]thiourea, and the molecular formula is C8H5F3N4, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Waisser, Karel published the artcileBiological side effects of potential antituberculotics. XV. Quantitative relations between chemical structure and hepatotoxicity of thiobenzamides, Safety of 3-Methoxybenzothioamide, the publication is Collection of Czechoslovak Chemical Communications (1988), 53(11B), 2957-61, database is CAplus.

¹H NMR chem. shifts. of thioamide protons have been determined for a group of thiobenzamides, and the values obtained have been correlated with the Hammett constants From the relations found, the σ_m and σ_p values of the thioamide group and some other σ constants describing the total effect of 2 substituents in the Ph group have been calculated The relation between the hepatotoxicity for rats [expressed as log ALT (serum alaninoaminotransferase)] and the Hammett constants is described by the parabolic equation.

Collection of Czechoslovak Chemical Communications published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C7H10N2O2, Safety of 3-Methoxybenzothioamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Wang, Nan published the artcileTransition metal-free NaOH-catalyzed hydration of nitriles to primary amides in NH₃·H₂O-DMSO mixture, Computed Properties of 1453-82-3, the publication is Molecular Diversity (2021), 25(2), 1131-1136, database is CAplus and MEDLINE.

An efficient protocol for hydration of aryl(hetero)/alkyl nitriles RCN (R = Bu, cyclohexyl, thiophen-2-yl, 4-chlorophenyl, etc.) toward primary amides RC(O)NH₂ with 0.1 equivalent was reported. NaOH in NH₃·H₂O-DMSO under mild conditions is used. Various substituted nitriles are smoothly converted to the corresponding amides with good to excellent isolated yields. Gram-scale reactions were also performed to produce the desired products in high yields. In addition, the excessive hydrolysis of the benzonitrile to form benzoic acid was also achieved with increasing the amount of NaOH and prolonging the reaction time.

Molecular Diversity published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C16H20N2, Computed Properties of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Zahoranszky-Kohalmi, Gergely published the artcileAlgorithm for the Pruning of Synthesis Graphs, Name: 2-Chloroacetamide, the publication is Journal of Chemical Information and Modeling (2022), 62(9), 2226-2238, database is CAplus and MEDLINE.

Synthesis route planning is in the core of chem. intelligence that will power the autonomous chem. platforms. In this task we rely on algorithms to generate possible synthesis routes with the help of retro- and forward-synthetic approaches. Generated synthesis routes can be merged into a synthesis graph which represents theor. pathways to the target mol. However, it is often required to modify a synthesis graph due to typical constraints. These constraints might include “undesirable substances”, e.g., an intermediate that the chemist does not favor, or substances that might be toxic. Consequently, we need to prune the synthesis graph by the elimination of such undesirable substances. Synthesis graphs can be represented as directed (not necessarily acyclic) bipartite graphs, and the pruning of such graphs in the light of a set of undesirable substances has been an open question. In this study, we present the Synthesis Graph Pruning (SGP) algorithm that addresses this question. The input to the SGP algorithm is a synthesis graph, and a set of undesirable substances. Furthermore, information for substances is provided as metadata regarding their availability from inventory. The SGP algorithm operates with a simple local rule set, in order to determine which nodes and edges need to be eliminated from the synthesis graph. In this study, we present the SGP algorithm in details and provide several case studies that demonstrate the operation of the SGP algorithm. We believe that the SGP algorithm will be an essential component of computer aided synthesis planning.

Journal of Chemical Information and Modeling published new progress about 79-07-2. 79-07-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Aliphatic hydrocarbon chain,Amide,Inhibitor, name is 2-Chloroacetamide, and the molecular formula is 0, Name: 2-Chloroacetamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Marce, Patricia published the artcileA mild hydration of nitriles catalysed by copper(II) acetate, HPLC of Formula: 2447-79-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(7), 1436-1438, database is CAplus and MEDLINE.

A simple, mild and general procedure for the hydration of nitriles to amides using copper as catalyst and promoted by N,N-diethylhydroxylamine is described. The reaction can be conducted in water at low temperature in short reaction times. This new procedure allows amides to be obtained from a wide range of substrates in excellent yields.

Chemical Communications (Cambridge, United Kingdom) published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, HPLC of Formula: 2447-79-2.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics